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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75074Erstellt: 24. Oktober 2026

1-Bromo-2-fluorobenzene → 2,4-diphenyl-N-2-fluorophenylbenzenamine

https://huagongshe.com/de/reaction/75074

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Bromo-2-fluorobenzeneHCID 61259—
EduktSodiumHCID 5360545—
Edukt2,4-DiphenylanilineHCID 12316638—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
Produkt2,4-diphenyl-N-2-fluorophenylbenzenamineHCID 5935759261,9%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

2,4-diphenylaniline (12 mmol), 1-bromo-2-fluorobenzene (10 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.15 mmol), (±)-2,2′-bis(diphenylphosphine)-1,1′-binaphthalene (0.3 mmol) and sodium tert-butoxie (14 mmol) are put in a two-neck round-bottom flask and dissolved in toluene (30 mL). Subsequently, the resulting solution is stirred in a bath under a temperature of about 100° C. for 24 hours. After completion of the reaction, toluene is removed. The reaction mixture is extracted with dichloromethane and water, and then being distilled under reduced pressure. The resulting residence is filtered by silica gel column and distilled under reduced pressure again. Next, by re-crystallizing and filtering with dichloromethane and petroleum ether, 2,4-diphenyl-N-2-fluorophenylbenzenamine (2.1 g) is yielded.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835020B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-bc715d726b214670b8b515c9efd95368
Quellennotizuspto-grants-2014_09